Salicylidenamino-guanidin | 67763-12-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Salicylidenamino-guanidin
• 英文别名: Salicylaldehyde guanylhydrazone；2-[(2-hydroxyphenyl)methylideneamino]guanidine
• CAS: 67763-12-6
• 化学式: C₈H₁₀N₄O
• mdl: MFCD00465947
• 分子量: 178.194
• InChiKey: RRWSDYNYJQHNKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Salicylidenamino-guanidin 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Thiele; Bihan, Justus Liebigs Annalen der Chemie, 1898, vol. 302, p. 307

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基胍硝酸盐 、 水杨醛 在 氢氧化钾 作用下， 生成 Salicylidenamino-guanidin
  参考文献：
  名称：

  Wedekind, Chemische Berichte, 1898, vol. 31, p. 943,947

  摘要：

  DOI：

文献信息

• Biological promiscuity of a binuclear Cu(<scp>ii</scp>) complex of aminoguanidine Schiff base: DNA binding, anticancer activity and histidine sensing ability of the complex
  作者：Antu Mondal、Chandrima Das、Montse Corbella、Antonio Bauzá、Antonio Frontera、Moumita Saha、Sanchaita Mondal、Krishna Das Saha、Shyamal Kumar Chattopadhyay

  DOI：10.1039/c9nj05712a

  日期：——

  Schiff base of aminoguanidine (LH) with salicylaldehyde, and its Cu(II) complex, [Cu2(LH)2](ClO4)2, have been synthesized. The single crystal X-ray structure of the complex is reported. The complex shows strong DNA binding affinity, with a binding constant value comparable to that of classical intercalators like ethidium bromide. Against the human colon cancer cell line HCT116, the complex shows significant

  三齿N，N，O-供体配体，在氨基胍的席夫碱（LH）与水杨醛，和其Cu的形式（II）络合物，[铜2（LH）2 ]（CLO 4）2，已合成的。报道了配合物的单晶X射线结构。该复合物显示出强大的DNA结合亲和力，结合常数值可与经典嵌入剂（如溴化乙锭）相媲美。针对人类结肠癌细胞系HCT116，该复合物在体外显示出明显的LD50值为20μM的细胞毒性。结果表明，该复合物的细胞毒性遵循凋亡机制。该络合物还可用于组氨酸的选择性分光光度法或荧光法测定。双核Cu（II）配合物显示出由两个桥接酚盐配体介导的Cu（II）原子之间的强分子内反铁磁相互作用，其2 J = -656 cm -1。DFT计算用于解释磁相互作用。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ni: MVol.C2, 7.5.2, page 686 - 689
  作者：

  DOI：——

  日期：——
• Convergent synthesis and cruzain inhibitory activity of novel 2-(N′-benzylidenehydrazino)-4-trifluoromethyl-pyrimidines
  作者：Nilo Zanatta、Simone S. Amaral、Josiane M. dos Santos、Débora L. de Mello、Liana da S. Fernandes、Helio G. Bonacorso、Marcos A.P. Martins、Adriano D. Andricopulo、Deise M. Borchhardt

  DOI：10.1016/j.bmc.2008.10.052

  日期：2008.12.15

  To search for new cruzain inhibitors, the synthesis of a series of novel 2-(N'-benzylidenehydrazino)-4-trifluoromethyl-pyrimidines in a convergent manner is presented. The cruzain inhibitory activity of some of these compounds was evaluated and a binding model was proposed. All derivatives tested were active and the most significant inhibitory effect (80% at 100 mu M) and IC(50) value (85 mu M) were obtained from the 2-(N'-4-chloro-benzylidenehydrazino)-4-trifluoromethyl-pyrimidine. Although further structural optimization to improve solubility is necessary, the molecular docking studies suggest that these inhibitors occupy the S2 pocket without irreversible enzyme inactivation, through hydrophobic interactions, thus, indicating a desirable mode of interaction for the design of novel inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.
• Wedeking, Chemische Berichte, 1898, vol. 31, p. 2353
  作者：Wedeking

  DOI：——

  日期：——
• Kawatkar, S. G.; Nimbalkar, R. V., Journal of the Indian Chemical Society, 1992, vol. 69, # 12, p. 894 - 895
  作者：Kawatkar, S. G.、Nimbalkar, R. V.

  DOI：——

  日期：——